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Pet Friendly Holiday Rentals in Wilmington

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    Travellers to Wilmington are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    22 Matching Rentals in WilmingtonView all 39 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adventure Awaits - whether skiing, hiking, swimming, or just reading a book, our home is the perfect place to getaway. Nestled in the woods, natural light floods the main living area with cathedral ceilings, skylights, and a wall of windows that looks out into the trees right onto the deck. Living...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home comes complete with a hot tub outside on the deck and a 2nd living space with a pool and ping pong table. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Coffee Maker, Den/Second Living Area, Heated Pool-Clubhouse, Hiking...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After a long day on the slopes come home and relax in privacy in your own hot tub. It also has a great 2nd living area and has all the comforts of home. It is private and located at the end of a cul-de-sac. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located in the quiet 'C' section of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace, Wi-Fi, and is a pet friendly home. This comfortable home includes all of the amenity...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 3 bedroom, 2 bath home. It has a wood stove and a nice deck. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Coffee Maker, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Long Term Rental, Mudroom/Entry, Rent: LTS, Rent:...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located across from the clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace and game room with a pool table. This home includes all of the amenity...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has undergone some beautiful transformations in recent years. There are decks off 2 bedrooms and in the back of the house. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Clubhouse, Coffee Maker, Heated Pool-Clubhouse, Hiking...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely Vermont chalet - style home with 3 bedrooms, 2 full baths, a fireplace, deck, cable TV with DVD player and an X-Box. This home has all the modern conveniences to make your stay as comfortable as your own home. It also comes with WiFi so you can stay connected. This house includes...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, (nick named 'Durkee's Do-Drop-Inn') ,was built on a parcel of property that my dear Mother in law and father in law purchased 20 years earlier and never built on (before their passing). We built the home to remember them by. The house is one of a kind. Designed and partially build by...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    #488: 195 Upper Dam Road  488-011 / 10
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    OMG Where do I even start. This house is AMAZING, big and beautiful. With many rooms, people can retire to get some privacy and with 2 huge living area, family can come together...
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    About this property
    This is a wonderful vacation home located across near the Clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This five bedroom and three bathroom home has a wood stove, two living areas, and game room with a pool table. This home includes all of...
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our bright and comfortable well-cared for home. Non-smoking. No Pets. Our house is handicap friendly with a flat driveway and only one step in. 4 Wheel Drive - RECOMMENDED - This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Coffee...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guest satisfaction and enjoyment of their time here at this Heaven On Earth at Chimney Hill Resort are paramount to us. We love to travel and we know how important clean accommodations are - and to that end, we strive. We purchased the house with the intent to provide guests with a spectacular...
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    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 15
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-furnished home sleeps 12 with 3 bedrooms and 3 full baths. Great for families, this home with its open floor plan has a cozy, carpeted living room with vaulted ceilings and open style fireplace; a fully equipped kitchen, loft, bunk beds, fully finished basement serving as family/game...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mount Snow Area Home with 5 Bedrooms1 / 13
    (1)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2016
    Very nice and cozy place to stay. I went for a long weekend with extended family and we had a great time. The main floor, with its renovations, is beautiful and was a great...
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    About this property
    Get away any time of the year to this great, quiet Mt. Snow area home. Close to Mt Snow, Downtown Wilmington, Lake Whitingham and Lake Raponda. Located within the Chimney Hill Association. You can relax, ski, snowmobile in the winter...swim, hike, bike in the summer...leaf 'peep ' in the...
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • DVD Player
    • Private Garden
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Chimney Hill Homestead, a perfect place to gather and make memories with family and friends or just get back to nature. Spend an afternoon sipping wine on our wraparound porch as you take in the view of the wooded scenery. There is something for everyone - hiking, kayaking...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quiet home is situated in our 'B' section. With a beautiful yard just off the comfortable deck, you will have a difficult time deciding where to spend your time. Outside, enjoying the crisp Vermont air, or inside with the home like touches. Sit infront of the fantasitc gas fireplace, or gather...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house has been our second home for thirty one years during which time it has been upgraded several times. It is warm and welcoming to our family and those who visit for only a short time. We have four bedrooms and three full bathrooms all of which have served us, including our son and...
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adventure north when you book this 3-bedroom, 2-bathroom vacation rental home in Wilmington that sleeps 12. You'll be on the edge of one of Vermont's best national forests, where the Green Mountains tower above and the Finger Lakes sit below. Spend the summers on the waves of Harriman Reservoir or...
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Listing on Tripadvisor! Check on homeaway dot com for existing reviews. listing (4 and 3 and 3 and 7 and 4 and 3 and 4- remove the and when inputing listing number) Charming newly renovated Rustic Chalet. All new Kitchen, flooring, Bedding, Appliances, TV's. Updated bathrooms. Towards the end...
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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